Allylpyrocatechol monoacetate

Details

• Internal ID: fb33873d-19f9-44a8-bf42-66050509d865
• Taxonomy: Benzenoids > Phenol esters
• IUPAC Name: (2-hydroxy-4-prop-2-enylphenyl) acetate
• SMILES (Canonical): CC(=O)OC1=C(C=C(C=C1)CC=C)O
• SMILES (Isomeric): CC(=O)OC1=C(C=C(C=C1)CC=C)O
• InChI: InChI=1S/C11H12O3/c1-3-4-9-5-6-11(10(13)7-9)14-8(2)12/h3,5-7,13H,1,4H2,2H3
• InChI Key: PNSJXUWAPPRSKA-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• PNSJXUWAPPRSKA-UHFFFAOYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.7337	73.37%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8954	89.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9776	97.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8694	86.94%
P-glycoprotein inhibitior	-	0.9738	97.38%
P-glycoprotein substrate	-	0.9166	91.66%
CYP3A4 substrate	-	0.5932	59.32%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	-	0.8246	82.46%
CYP3A4 inhibition	-	0.7563	75.63%
CYP2C9 inhibition	-	0.7192	71.92%
CYP2C19 inhibition	-	0.7865	78.65%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.8593	85.93%
CYP2C8 inhibition	+	0.4708	47.08%
CYP inhibitory promiscuity	-	0.6529	65.29%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7120	71.20%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	+	0.4933	49.33%
Eye irritation	+	0.9488	94.88%
Skin irritation	+	0.7227	72.27%
Skin corrosion	-	0.7198	71.98%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7182	71.82%
Micronuclear	-	0.6019	60.19%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.5888	58.88%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.4624	46.24%
Acute Oral Toxicity (c)	III	0.8402	84.02%
Estrogen receptor binding	-	0.5053	50.53%
Androgen receptor binding	-	0.7944	79.44%
Thyroid receptor binding	-	0.7522	75.22%
Glucocorticoid receptor binding	-	0.7917	79.17%
Aromatase binding	-	0.5320	53.20%
PPAR gamma	-	0.5479	54.79%
Honey bee toxicity	-	0.7056	70.56%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.64%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.24%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.63%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.15%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.06%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	87.96%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL4208	P20618	Proteasome component C5	86.37%	90.00%
CHEMBL3194	P02766	Transthyretin	85.64%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.57%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.82%	90.20%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.67%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.49%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.00%	91.19%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 10219771
• LOTUS: LTS0151178
• wikiData: Q105212152